Whether you’re an experienced solo cyclist or a member of a pedal-powered posse, St Mary’s County offers one of the safest trail networks in Southern Maryland. Our miles and miles of open roads wind through both farmlands and forests with historic landmarks and interesting stops around almost every bend. Whether you want to ride through time learning Maryland’s history from her birth, taste local wines, and spirits as you meander along or challenge yourself to a rigorous hundred-mile ride, St. Mary’s is truly a pedaler’s paradise!
Come cycle routes that take you through historic, rural, and waterfront areas all throughout St. Mary’s County. There a wide variety of routes to choose from, ranging from beginners to experience and even leisure options. These routes will take you to the first landing at St. Clement’s Island Museum and the first capital at Historic St. Mary’s City; the Amish and Mennonite community (you might even see a buggy on your ride); delicious craft beverage spots, farmers markets, and more.
Enjoy a weekend of cycling here with our bike-friendly lodging options! These lodging options provide secure bike storage, a place for you to use the restroom and refill your water bottle on your ride, and ability to clean your bike if needed.
Refuel yourself at one of our great dining options! Eat like a true local at Chief’s Bar when your order stuffed ham or enjoy one of our waterfront dining options. Wake up the next day and enjoy mimosa towers for brunch at Social Coffeehouse or at Pier450 as you wiggle your toes in the sand.
Want even more fun when you’re done cycling? Try your hand at a waterman’s way of life as you pull pots, cull crabs, tong oysters, and cruise past fishnets, lighthouses, and picturesque shoreline vistas on a watermen heritage tour. Come kayak the Breton Bay as you try spot Bald Eagles. Feeling sharp? Come try out the Escape Room of Southern Maryland in Downtown Leonardtown.
Looking to bring a group here to St. Mary’s County to cycle and to create a customized experience? Contact us at 804-410-4166 or by email at firstname.lastname@example.org.